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This time I was up before 8, showered, did my makeup and dressed in a pink pleated skirt, white cropped tank top with white panties and bra before she arrived. I hoped this would be okay for my first test which was to dress myself in the morning. I made my way to the makeup table, finding a video I had found for a daily makeup look, going through it as best as I could. I was thankful for all the in person help from Ashley yesterday and was able to do it successfully... on the second try. My hair still had some nice waves to it from yesterday, so I did my best to make it look nice without losing the waves.
I walked into the kitchen looking to make myself a coffee but something in my head made me want to have something sweet. I found the things to make the same cappuccino that the mistress made for me yesterday. The sweet taste and caffeine just clicked in my head. I wasn't sure what was changing over the last day but there was a part of my mind that was screaming out from the background how wrong this all was.
I looked down at the new breasts, seeing the red locks of hair hanging down over them, my eyes traveling down to the navel piercing, holding up the dangling bit at the end of it with a little diamond encrusted heart, my eyes catching the long light pink nails holding it up, continuing down to the matching toenails. It felt like a complete out of body experience as if I had been by magic transported into someone else's body. I pinched my arm, a yelp escaped out of my new hitch pitch vocal cords, yup still me, but yet another sensation that something wasn't quite right.
I knew what it was, I looked entirely like a girl when I was supposed to be a man. But I had almost convinced myself that the last 24 hours had just been a horrible dream. Standing with heavy breasts causing my back to ache, looking around at the condo that would be mine, I knew it was no dream. This was my reality. I needed to lock in and get through this all or admit defeat and go back to my old life. But what was there for me in my old life? Nothing. Jordan had already said he would still be my friend and help me get through this.
I looked down at the clock realizing it was 7 AM and Jordan would be getting ready for work. Probably having his breakfast and a coffee now that his workout was done. I fired him off a quick text: Hey, you got a minute for a quick call.
He replied right away: Sure thing, just drinking my coffee, catching up on the news.
I called him in discrete mode hiding the video capture of me, temporarily at least. He answered right away, seeing his smiling face brought me a level of comfort I didn't expect. The morning sunlight was catching his blue eyes just right, I felt a warmth between my legs.
"Hey bud, are you going to say anything or are we going to sit here in silence?"
Jordan's words broke me out of the temporary trance my brain had slipped into. I was sure glad the camera was off so he couldn't see me blush.
"Sorry, I was just trying to find the words to say."
"Holy shit, your voice!! You sound like the most girly chicks we went to highschool with."
"Umm yeah... yesterday was... a lot."
"Well that explains why I haven't heard from you and I'm guessing why you called with video turned off."
I could feel my face blushing again except this time something in my head wanted him to see what he was doing to me and what I looked like now. I turned on the video feed without saying another word.
I watched as his eyes studied my new look, I could see that they were studying me looking for any bit of his old friend but there was something else on his face. The look I had seen plenty of times right before he went after a new girl.
"Holy shit, Mike? You're trolling me right? This is an AI face filter and you're just fucking with me."
"Umm, no this is all me." I waved my hand in front of the lens. AI face filters always failed when there was rapid movement in front of the camera. They just couldn't adjust the image fast enough. "See, all me."
"Wow. They sure did a number on you. They weren't kidding about making you live as a girl for a year. Well, at least they somehow made you into a hot one."
"Jordan!" I replied in an extended pleading way that I definitely hadn't intended. It sounded like every girl ever after he teased them.
He laughed; shit he caught that. "Just being honest, you know me. So, what do I call you now?"
"Umm Michelle, I guess."
"Really!? Michelle? There is no way you picked that out, not after all the assholes in highschool calling you by that name."
"No, that was my aunt's decision, I think. One more little thing to get to me. All I know is that is what my new ID says now, the lawyer gave it to me."
"Shit. I'm sorry. Do you want to get together sometime soon? Maybe I could take you out to dinner."
Was Jordan inviting me out on a date or was this just a friendly hangout. I felt my stomach twist into knots over the possibility.
"That sounds really nice. I'm not sure what the rest of the week has in store for me but how about you pencil me in for Friday and I will text you if that ends up not working."
"Perfect. I will book us somewhere nice. After going through all of this I'm sure having a good meal with your best friend will be good motivation to get through the rest of it."
A very girly giggle escaped my lips. "Yeah, that does sound wonderful."
He smiled warmly. "Bye Michelle. Have a good day."
"You too Jordan."
I stood by the island, gripping the marble top tightly. Fuck, what was that. Why was I acting like that? Why was he acting like that? It was like we were flirting. Even bigger question being, why is there warmth coming from the new vagina. This is all so confusing, I just wanted to talk to my friend and now we are going out on what, a date?
As I was deep in thought the door opened and the mistress walked in. She went right for me thoroughly inspecting me. "You look like a trollop but it's an acceptable outfit if that's how you want to look."
I was still in my head over the conversation with Jordan. "I don't want to look like this in any way but I don't have a say in that. Also this is one of the outfits that was here. So what, am I just supposed to not wear it?"
"Okay, it seems the princess woke up on the wrong side of the bed. Like I said the outfit is fine, I'm just surprised you went for something like that on day one of dressing yourself."
"I don't know, I've seen other girls wear something like this before and I didn't want any more punishments, so I thought this would work."
"If you're working in a bar or trying to attract male attention it definitely works."
Fuck she was right. I had totally just emulated what Janine had to wear for work.
"Can I ask you something?"
"Absolutely. I would prefer you ask more questions, that way I know you're actually thinking about and considering things."
"Well I guess I have two. What is your name? I understand I have to call you ma'am or mistress but it's weird only having you in my head like that." I paused before my second question. "If a man you've known your entire life offers to take you out to dinner and you're me, going through these changes, is that a date or just a friendly meal?"
"My name is Linda. I didn't expect you to get this far this quickly, so as long as we aren't in 'class' you may call me by my name." She smiled. "As to your other issue, it sounds like he wants to take you out on a date."
"Shit." I noticed the curse. "I'm sorry. He's just been my best friend my entire life and it's so weird that he asked me out on a date."
"Well, what did you say?"
I looked down in embarrassment. "I said yes."
"Congratulations Michelle. This is a big step, a date wasn't even on your list of must dos for months."
I felt my face blush. I couldn't believe that I was ahead of schedule. That was kind of a terrifying prospect. Not only was I becoming a girl but I was doing things my aunt thought I wouldn't do for months. I wasn't sure what else to say, just kept looking at her for her next words.
"Well Michelle, it's time to make Michelle a real girl."
The task was to create social media pages for Michelle which included taking lots of selfies in a bunch of different outfits. AI image generators were used to generate different backgrounds and pictures of this version of me but younger to give the profiles the appearance that I had always been Michelle. I wasn't sure how but apparently there was someone with enough skill to be able to back date the posts to make them look legit. We sent one of the selfies off to Mr Perez as proof of what I had done so far with a supporting email from Linda confirming everything I had done. After we were done I noticed that my ID had updated my picture, showing how I looked now, clearly the AI generating the picture was pulling from social media. Now that Michelle Gallagher existed it had something to pull from.
"Not too hard of a day Michelle but we have one thing that every woman must learn at some point in her life that I think you should spend the rest of the day doing."
"Yes ma'am. Whatever it takes." I smiled.
She disappeared into my bedroom, coming back with a pair of pink high heels. They looked like they had about a 3" heel. I stared at them like they were an artifact being dug out of layers of dirt and dust. So far everything I could put that part of my mind away that was screaming out away, the clothes were just clothes after all, everything done to me yesterday was done to me and I didn't have any chance to say anything in the matter of how I was being transformed but this, the heels. They were pure femininity, representative of something so distinctly woman. There was no way of getting around how real this was all getting.
Linda handed them to me. "They don't bite child."
I felt the patent leather under my finger tips, running it over them. I placed them down on the floor, slipping my feet into them. Shakily standing up like a baby deer taking its first steps. My entire body shaking trying not to lose it all and embarrass myself. It was a weird feeling to be even just 3 inches taller. It was like everything wasn't where it was supposed to be. Linda didn't move at all, just watched me in fascination like someone staring at a particularly interesting animal at the zoo.
"Time for your first steps. When you do so, imagine there is a line down the middle of the floor. Try to place your steps one foot in front of the other. Don't walk flat footed, trying to put your toes down first." Linda instructed me on the finer details.
I took my first steps gingerly, trying not to fall forward on my face or have my heel give out and collapse. I was so focused on trying not to fall, that of course, that was exactly what happened. My heel gave out to the side and I fell in such a girly way, my legs folding underneath me.
Linda walked over, grabbing my hand, helping me up. "Try again."
I focused this time more on walking properly rather than being scared of falling. I remembered from walking a balance bar, one time when my class went to a gymnasium, I focused on that memory feeling that it was similar. It worked. My next steps were much more stable and I was able to walk to my bedroom and back. Hearing the heels click on the hardwood floor brought me back to my mom about to go out on a date with my dad, coming over to kiss me goodbye, letting me know there was pizza in the freezer for me. That memory brought a smile to my face.
Linda gave me additional pointers, "Swing your arms, no not that much, sway your hips, no that's far too exaggerated." She looked at me thinking. "This might sound weird but there is a way to get the correct hip movement easily."
"I'm not one to look down on short cuts!" I smiled.
"You're not going to like it though."
She walked into my bedroom, coming back with something I was definitely not expecting. She was holding a silver metal butt plug that had a pink jewel on the flared base. In her other hand she held a huge bottle of lube. I really should have investigated what my new bedroom contained more closely. She handed them over to me. I could feel my hands shaking holding the plug.
"Be slow with it. Use lots of lube. You may even want to start with at least two fingers." Linda explained.
"Is this really going to help me walk in heels?"
"Oddly enough, yes. When you have something in your bottom it forces you to sway your hips when you walk and it will be quite natural."
I let out a long sigh. Making my way slowly in the heels to my bedroom. It was weird sitting on the bed from 3 inches higher up than normal. It was like I was expecting to be seated sooner than it happened. I took a deep breath, pushing the panties down around my ankles, putting some of the lube on to my finger, slowly pushing it against my butthole. It slipped it surprisingly easily, before I knew it I could feel it go into the hole past the knuckle. I pulled out the single finger and added another, which provided slightly more resistance that I was able to get past. I slowly moved them in and out.
I took another deep breath as I removed my fingers, lubed up the plug and then began to push it at my hole. My hole this time provided a lot more resistance. The tip went in fine but the bulbous head of the plug pushed hard against my hole. I tried to place my mind somewhere else. Oddly enough my mind left to go anywhere it wanted to go, went to Jordan, his smiling face, the way he looked when he saw me, the way he teased me and then asked me out. I felt myself getting warm again between my legs. I began to realize the warm feeling was replacing what used to be boners. The conflicted feelings battled in my mind as there was a pop noise as the head of the plug made its way in and settled in place.
I shook my head back and forth, pulling up the panties, shocked by another new feeling, wetness being absorbed by the panties. My brain refused to admit the obvious connection. Yeah I'm a virgin, no surprise there, although I've watched enough porn, read enough smut stories, took sex education, that it should have been obvious what the warmth between my legs meant. But it wasn't until right at that moment that I realized, holy shit I'm getting turned on. This is my body's new reaction to getting aroused. Worse yet every time so far was in reaction to Jordan. I had to seriously question if all my jealousy with him, even though he was my best friend, wasn't because I was jealous of him getting all the girls but because I wanted to be the girl with him. It felt like my stomach was dropping out at the possible realization.
After standing there thinking, I just decided to go for it. I couldn't believe it, Linda wasn't lying, having the plug in did cause me to sway my hips as I walked. I walked past her, looking at her for recognition, she smiled and nodded, I kept walking back and forth, over and over again until it was drilled into my head. I could do it without giving it much thought by the middle of the day. We quickly ran through how to properly sit. I already had a general idea of all the time I spent watching girls. My homework for the rest of the day was two fold, to keep the heels on and to spend the rest of it watching everything that girls liked like dramas, romantic comedies and reality TV, all in an effort to help me talk like a girl.
I was lying in bed, watching some romantic comedy from decades past, when it got to a sex scene between an objectively hot guy and the blonde female lead. I felt the same warmth that I felt earlier return to the new vagina, my vagina. Over the last two days it started to feel like more and more a part of me and it was getting harder to seperate it as a foreign object especially now that I had a foreign object shoved up my butt. I could feel my nipples starting to get hard as well. It was like my brain had been completely rewired by the tits and vagina. I knew they were taking nutrients from me but it felt like in return they were taking over. Without another conscious thought, I was lifting the tank top and bra over my head, pushing the skirt and panties down but leaving the heels on. I was completely naked save for the heels.
My big breasts sitting nicely on my chest, they were perky but not unnaturally, to my eyes they looked correct for a 23 year old girl born with big naturals. Looking at the bright pink big nipples hardening and extending with each passing moment. The big slightly darker pink areola that surrounded them. I felt my vagina getting wetter. My hand plunged down to my vagina but when it was there I realized I didn't know what to do.
I paused the sex scene in the movie, rewinding it back to the beginning of it, then I opened a new window in my deck pulling up a porn site. Finding an amateur video of a girl doing what I was about to do, I used her video as a guide following her every move. As her finger slipped between her lips to find her clit, so did mine. I rubbed it alongside her, then she moved her fingers down, inserting them inside of her wet pussy, so did I. I moaned loudly as my fingers dipped into my wet pussy. Using her thumb now to rub her clit while fingering herself, I continued to follow along. Her other hand reached up and began playing with her nipple, mine did as well. I could feel my back arching. While she moved on to using a toy, I determined that I wasn't ready for that. So I turned back to the movie and the sex scene, using my new body as I watched the guy use hers. The sound of my loud moans filled the room. I felt my body begin to shudder and shake as the waves of an orgasm washed over. I was panting, trying to catch my breath but rather than stopping, I kept going, reaching a second then a third orgasm before passing out.
I awoke early again the next day after my self exploration of the evening. I realized I had fallen asleep with the plug in, removing it now that everything had dried up was an unpleasant experience to say the least. After I fell into a new routine, shower, shave, makeup, hair and finally cappuccino. I expected to be seeing Linda but I received a message saying that from now on she would only stop by once a week to administer a test and confirm that I was keeping up on all my girl work. She sent to my deck a document containing all of the things I would need to do over the coming months, however they would only be accessible at the beginning of the month. My deck was populated with my tasks for the rest of my first month. Go out in public as Michelle, find a job as Michelle and make at least one female friend. There was one last message that followed from Linda wishing me luck on my date tomorrow and providing me Ashley's phone number in case I wanted help getting ready.
I let out a long deep sigh. I wasn't even sure what kind of job a girl like Michelle would get. Maybe a receptionist was one job that still required the human touch. Most retail jobs had disappeared with almost everything being self-checkout, there were still clothing store jobs as people could not be trusted to put clothes back on their own, the last option in my head was a waitress. I put together a quick CV for Michelle, peppering in some of my work experience that I thought would look good and sending it out to all available positions.
I didn't have much to do for the rest of the day, I thought about gaming but that didn't seem that appealing then as I was giving my bedroom a further look over for any more things that I didn't know were lurking, I came across a set of bikinis. I remembered the rooftop pool right above my penthouse suite that had limited access to anyone who was willing to pay. I put on a very skimpy black thong bikini, not that I had any other options that weren't skimpy. I covered myself the best I could in sunscreen remembering some recommendation from some video to use very high UV protection on my face. Last thing I needed was skin cancer even as rates of that particular cancer had shot through the roof over the last decade. Rejuvenation treatments could give you the appearance of youth but it was only skin deep, if you had cancer, you had cancer except for a very few specific types they had found cures for.
I went up to the pool, the sun felt nice being still in the morning, it hadn't got to the point where it was unbearable to be outside for more than a few minutes. I looked around and saw that I was the only one there. I sat in one of the lounge chairs by the pool, not feeling up to a swim yet. The sun being attracted by the black bikini began heating up quickly. I don't know what came over me but rather than going back down to my condo to change bikinis, I just stripped it off. I applied sunscreen to the newly exposed parts. It felt so good, I had my towel next to me just in case anyone came but no one did. Eventually I put the bikini back on, putting my hair up before going for a quick swim.
Just after I went down to my condo to have some lunch, I received an email from an energy company that was looking for a receptionist. To my surprise they wanted to set up an interview. I emailed them back letting them know that I would be available any time during the upcoming week. I didn't want to do it today and I knew that tomorrow even though the date wasn't until the evening that I wouldn't be able to focus on anything else at all. Another big shock was that they replied right away, booking me for an interview for Monday morning. I couldn't believe I got an interview so quickly. I had been applying for and looking for jobs for the last 3 months as Mike but two days as Michelle and I already had an interview.
I wondered if my new social media accounts contributed at all. It was common practice these days for companies to search you online before even contacting you. Maybe there was something to putting myself out there as Linda had suggested. The rest of the day was fairly uneventful with tomorrow's date coming up and the research I had planned to do over the weekend on the company I was interviewing for. I spent the evening watching and more so studying shows, trying to add in some modern ones so I wouldn't sound like someone who was born 40 years ago.
I looked around social media as well. I knew most of the terms and the modern lingo but I was clueless to how girls talked with each other. I made a quick post to one of the apps, saying that I was looking to make new friends, had an ugly duckling phase so I didn't grow up with many and that I was interested in talking about basically anything. I got an invite right away to a server that seemed to mainly focus on fashion. It was weird to have all my life looking for acceptance, friendship (outside of Jordan) and to be able to talk to girls without embarrassing myself, to have that the solution end up being to just be a girl. Sure I felt a bit like an invader, a spy hiding in their midst, but I currently had a vagina and tits, how was I really different from them besides my chromosomes. As we began to chat both through text and video I couldn't shake off this imposter feeling. I connected with them in a way I hadn't ever with girls, how good it felt just to have normal conversations even if they were topics that I was completely out of my depth on. Maybe the solution when I got back to being a guy wasn't immediately finding a girl to date but just to make friends. Then a part of my mind spoke in a whisper, barely heard over the other part of my mind that wanted to say rude shit about all these sweet girls, 'is there any point in going back to being a guy? You could just stay as a girl you know?'
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